This beautiful and charming five-bedroom, three-bathroom home is nestled in the sought after Windward Drive Neighborhood. Offering the perfect blend of timeless charm and modern updates, this property has been thoughtfully renovated in recent years. Key features include a stunning kitchen with elegant custom cabinetry, updated bathrooms, and numerous newer windows that fill with natural light. The cozy living room, complete with a gas fireplace creates a warm atmosphere, while the serene four-season porch is perfect for year-round enjoyment. A spacious mudroom with custom cubbies provides ideal organization for coats and sports gear. Step outside to discover a private backyard retreat, featuring a patio, built-in outdoor fireplace with landscaped trees and outdoor lighting. The newer home generator ensures comfort and convenience. This home has not been on the market in 24 years, don't miss your chance to make this exquisite property your own.
Sold for $1,640,000
$1,640,000
21 Windward Dr, Newburyport, MA 01950
5beds
2,666sqft
Single Family Residence
Built in 1987
0.46 Acres Lot
$1,639,500 Zestimate®
$615/sqft
$5,254 Estimated rent
Home value
$1,639,500
$1.51M - $1.77M
$5,254/mo
Zestimate® history
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$5,254/mo
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$10,206/mo
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$10,206/mo
Est. payment
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List your homeWhat's special
Gas fireplaceBuilt-in outdoor fireplacePrivate backyard retreatOutdoor lightingUpdated bathroomsLandscaped trees
Zillow last checked:
Listing updated:
Listed by:
Valerie Pantelis 978-808-0944,
Coldwell Banker Realty 978-462-4430
Bought with:
Justin Haley
Compass
Source: MLS PIN,MLS#: 73497732
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Bathroom - Full, Ceiling Fan(s), Closet - Linen, Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Remodeled
- Level: Second
- Area: 225.75
- Dimensions: 17.5 x 12.9
Bedroom 2
- Features: Ceiling Fan(s), Closet, Flooring - Wall to Wall Carpet, Window(s) - Picture
- Level: Second
- Area: 145.77
- Dimensions: 11.3 x 12.9
Bedroom 3
- Features: Ceiling Fan(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Overhead
- Level: Second
- Area: 134.64
- Dimensions: 13.2 x 10.2
Bedroom 4
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood
- Level: Third
- Area: 218.77
- Dimensions: 16.7 x 13.1
Bedroom 5
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood
- Level: Third
- Area: 199.12
- Dimensions: 13.1 x 15.2
Bathroom 1
- Features: Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile
- Level: First
- Area: 44.37
- Dimensions: 5.1 x 8.7
Bathroom 2
- Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Closet - Linen, Flooring - Stone/Ceramic Tile, Window(s) - Picture, Countertops - Stone/Granite/Solid
- Level: Second
- Area: 97.28
- Dimensions: 12.8 x 7.6
Bathroom 3
- Features: Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid
- Level: Second
- Area: 37.44
- Dimensions: 9.11 x 4.11
Dining room
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Window(s) - Picture, Wet Bar, Open Floorplan, Lighting - Overhead, Crown Molding
- Level: First
- Area: 215.43
- Dimensions: 16.7 x 12.9
Family room
- Features: Ceiling Fan(s), Flooring - Hardwood, Flooring - Wood, Window(s) - Bay/Bow/Box, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled
- Level: First
- Area: 308.06
- Dimensions: 21.1 x 14.6
Kitchen
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Wood, Dining Area, Countertops - Stone/Granite/Solid, Countertops - Upgraded, French Doors, Kitchen Island, Breakfast Bar / Nook, Cabinets - Upgraded, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Stainless Steel Appliances, Gas Stove, Lighting - Overhead, Vestibule
- Level: First
- Area: 142.08
- Dimensions: 12.8 x 11.1
Living room
- Features: Flooring - Hardwood, Window(s) - Picture, French Doors, Crown Molding
- Level: First
- Area: 295.36
- Dimensions: 20.8 x 14.2
Heating
- Baseboard, Fireplace
Cooling
- Ductless
Appliances
- Included: Gas Water Heater, Water Heater, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer
- Laundry: Flooring - Stone/Ceramic Tile, First Floor, Washer Hookup
Features
- Ceiling Fan(s), Attic Access, Den, Sun Room, Wet Bar, Walk-up Attic, Internet Available - Unknown
- Flooring: Tile, Hardwood, Flooring - Wood
- Doors: Insulated Doors, Storm Door(s)
- Windows: Picture, Insulated Windows, Storm Window(s), Screens
- Basement: Full,Walk-Out Access,Bulkhead,Sump Pump,Concrete,Unfinished
- Number of fireplaces: 1
- Fireplace features: Family Room
Interior area
- Total structure area: 2,666
- Total interior livable area: 2,666 sqft
- Finished area above ground: 2,666
- Finished area below ground: 1,492
Property
Parking
- Total spaces: 7
- Parking features: Attached, Garage Door Opener, Paved Drive, Paved
- Attached garage spaces: 2
- Uncovered spaces: 5
Features
- Patio & porch: Deck - Exterior, Porch, Porch - Enclosed, Screened, Patio
- Exterior features: Balcony / Deck, Porch, Porch - Enclosed, Porch - Screened, Patio, Rain Gutters, Storage, Professional Landscaping, Decorative Lighting, Screens, Garden, Stone Wall
Lot
- Size: 0.46 Acres
- Features: Cul-De-Sac, Level
Details
- Parcel number: 2091113
- Zoning: RES
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Stone
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 1987
Utilities & green energy
- Electric: Generator
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Gas Oven, Washer Hookup
Community & HOA
Community
- Features: Shopping, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, House of Worship, Sidewalks
HOA
- Has HOA: No
Location
- Region: Newburyport
Financial & listing details
- Price per square foot: $615/sqft
- Tax assessed value: $1,305,900
- Annual tax amount: $12,511
- Date on market: 5/26/2026
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 6/30/2026 | Sold | $1,640,000-6.2%$615/sqft |
Source: MLS PIN #73497732 Report a problem | ||
| 5/21/2026 | Pending sale | $1,749,000$656/sqft |
Source: MLS PIN #73497732 Report a problem | ||
| 4/29/2026 | Contingent | $1,749,000$656/sqft |
Source: MLS PIN #73497732 Report a problem | ||
| 4/8/2026 | Listed for sale | $1,749,000+206.8%$656/sqft |
Source: MLS PIN #73497732 Report a problem | ||
| 8/23/2002 | Sold | $570,000+62.9%$214/sqft |
Source: Public Record Report a problem | ||
| 8/19/1988 | Sold | $350,000$131/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,511 +2.9% | $1,305,900 +7.1% |
| 2024 | $12,158 +11.8% | $1,219,500 +20.4% |
| 2023 | $10,876 | $1,012,700 |
| 2022 | $10,876 +2.7% | $1,012,700 +20.9% |
| 2021 | $10,589 +3.8% | $837,700 +5.4% |
| 2020 | $10,203 -3.3% | $794,600 -1.5% |
| 2019 | $10,548 +5.9% | $806,400 +7.4% |
| 2018 | $9,956 -0.7% | $750,800 +0.7% |
| 2017 | $10,030 +5.2% | $745,700 +4.7% |
| 2016 | $9,532 -1.1% | $711,900 -1.5% |
| 2015 | $9,638 +3.7% | $722,500 +10% |
| 2014 | $9,297 +13.7% | $656,600 +7% |
| 2013 | $8,174 +2.6% | $613,700 -1.4% |
| 2012 | $7,964 +2.7% | $622,200 -3.2% |
| 2011 | $7,756 +7.4% | $642,600 +3.8% |
| 2010 | $7,221 +3.7% | $619,300 -2.8% |
| 2009 | $6,965 +3% | $637,200 -4.5% |
| 2008 | $6,760 -0.4% | $667,300 -0.8% |
| 2007 | $6,785 +4.5% | $672,400 +6.3% |
| 2006 | $6,490 +5.3% | $632,600 +8% |
| 2005 | $6,163 +7% | $585,800 +45.3% |
| 2004 | $5,760 +4.7% | $403,100 |
| 2003 | $5,502 +4.1% | $403,100 |
| 2002 | $5,285 +4.9% | $403,100 +34.5% |
| 2000 | $5,038 +4.8% | $299,700 +3.8% |
| 1996 | $4,807 | $288,700 |
Find assessor info on the county website
Neighborhood: 01950
Nearby homes
- $1,651,1004 bd3 ba3.2k sqft23 Windward Dr, Newburyport, MA 01950Off Market
- $1,537,2004 bd3 ba3.2k sqft7 Bourbeau Ter, Newburyport, MA 01950Off Market
- $1,650,0004 bd3 ba3k sqft5 Bourbeau Ter, Newburyport, MA 01950For Sale
- $1,580,0004 bd2 ba3.4k sqft19 Windward Dr, Newburyport, MA 01950Off Market
- $1,429,2004 bd3 ba2.9k sqft14 Windward Dr, Newburyport, MA 01950Off Market
- $1,381,9004 bd2 ba2.7k sqft25 Windward Dr, Newburyport, MA 01950Off Market
- $1,920,6004 bd3 ba4k sqft16 Windward Dr, Newburyport, MA 01950Off Market
- $1,275,0004 bd4 ba3.4k sqft3 Bourbeau Ter, Newburyport, MA 01950Off Market
Nearby schools
GreatSchools rating
- 6/10Francis T Bresnahan Elementary SchoolGrades: PK-3Distance: 1.6 mi
- 8/10Rupert A Nock Middle SchoolGrades: 6-8Distance: 1.9 mi
- 10/10Newburyport High SchoolGrades: 9-12Distance: 2 mi
Schools provided by the listing agent
- Elementary: Bresnahan
- Middle: Ra Nock
- High: Newburyport
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,639,500
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,639,500
- Massachusetts
- Essex County
- Newburyport
- 01950
- 21 Windward Dr
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